HCID 14697636, compound → HCID 14697638, compound

HRID 2372928Notes

Reaction equation

HRID 2372928 reaction equation
[N+:1]([C:4]1[CH:17]=[CH:16][C:7]([CH2:8][N:9]([CH2:13][CH2:14][NH2:15])[CH2:10][CH2:11][NH2:12])=[CH:6][CH:5]=1)([O-])=O>C(O)C.[Pd]>[NH2:1][C:4]1[CH:17]=[CH:16][C:7]([CH2:8][N:9]([CH2:10][CH2:11][NH2:12])[CH2:13][CH2:14][NH2:15])=[CH:6][CH:5]=1

Participants

4

Reactant 1

HCID 14697636HCID 14697636, compound

Product 1

HCID 14697638HCID 14697638, compoundYield 103%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

In 60 mL of absolute ethanol was dissolved 1 g of 4-(p-nitrobenzyl)diethylenetriamine (prepared in Example B) and 100 mg of palladium on activated charcoal (10% Pd) was added. The mixture was hydrogenated at 40 psi (275.8 kPa) for 24 hours. The catalyst was removed by filtration and the filtrate evaporated to give 0.9 g of product as an oil. The oil solidified upon cooling and the solid was crystallized from ethanol to provide 4-p-aminobenzyl)-diethylenetriamine and further characterized by:

Workup

  1. additionwas added
  2. customThe catalyst was removed by filtration
  3. customthe filtrate evaporated

Sources & evidence

ORD record
ord-a1eb9643f59444a28c6ababc33741b7f
Source dataset
uspto-grants-1992_03
Patent number
US05101041

Reaction notes

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